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2-AMINOACETIC ACID

CAS NUMBER: 56-40-6

EC NUMBER: 200-272-2

MOLECULAR FORMULA: C6H13NO6

MOLECULAR WEIGHT: 195.17

 

2-Aminoacetic acid, as an important fine chemical intermediates, are widely used in pesticide,medicine, food, feed and other fields, especially since the advent of global herbicide glyphosate, the application of 2-Aminoacetic acid in pesticide industry has been greatly enhanced.
2-Aminoacetic acid is the production of raw materials of glyphosate herbicide and plant growth regulator increases the important intermediate of gansu phosphine.

Glyphosate: with phosphorus trichloride,formaldehyde reaction of hydrolysis product reacts with 2-Aminoacetic acid, but making new pesticide glyphosate herbicide.
Thickening of gansu phosphine: 2-Aminoacetic acid and formaldehyde, phosphorus trichloride reaction products under 110 for increasing phosphorus, phosphorus increase gump is a highly efficient foliar application of plant growth regulator, widely used in all kinds of crops, also can be used as defoliant before harvest. 

2-Aminoacetic acid in potash and phosphate fertilizer to promote plant absorption of potassium and phosphorus.
2-Aminoacetic acid in feed additive, not only is the main nutritional supplements in the livestock and poultry feed ingredients, feed can also prevent the oxidation, extending freshness, feed cattle and sheep feed abroad that 2-Aminoacetic acid, domestic breeding industry has not been widely used, application of 2-Aminoacetic acid in this field to be further development.

Add a surprisingly highamount of 2-Aminoacetic acid, pet feed production is a laborintensive industry, is very suitable for China's national conditions.
Food industry is an industry with large amount of 2-Aminoacetic acid, 2-Aminoacetic acid can inhibit bacterial growth,chelating buffer and oxidation inhibition, has been designated for food additives, mainly used in food fortifier, seasoning and amino acids nutrition supplement ingredients, food, brewing, meat processing, the cool and refreshing drink recipe.

Because of 2-Aminoacetic acid with antioxidant functions, used in butter, cheese, margarine, can prolong the shelf life of 3-4 times.
2-Aminoacetic acid can also be alone as a sweet taste, can be used in the production, candy and cookies for the prevention of high blood pressure is very good.

In the surfactant industry, with 2-Aminoacetic acid can synthesis of cationic and amphoteric surfactants, also have good wet sex and can be used in the production of amino acid dye dyeing, used for skin care and cosmetics for cleaning after dispensing, in addition, to make foam, strong antioxidant drug cosmetics water-in-oil or oil-in-water emulsion,humidifying and thickening effect.
2-Aminoacetic acid can also be used for animal medicine additive, also can be used as a PH regulator to add in the plating solution.

In addition, the research on the chemical plating and application is becoming more and more widely.
2-Aminoacetic acid (symbol Gly or G, /ˈɡlaɪsiːn/) is an amino acid that has a single hydrogen atom as its side chain. 

2-Aminoacetic acid is the simplest stable amino acid (carbamic acid is unstable), with the chemical formula NH2‐CH2‐COOH. 
2-Aminoacetic acid is one of the proteinogenic amino acids. 

2-Aminoacetic acid is encoded by all the codons starting with GG (GGU, GGC, GGA, GGG). 
2-Aminoacetic acid is integral to the formation of alpha-helices in secondary protein structure due to its compact form. 

For the same reason, it is the most abundant amino acid in collagen triple-helices. 
2-Aminoacetic acid is also an inhibitory neurotransmitter interference with its release within the spinal cord (such as during a Clostridium tetani infection) can cause spastic paralysis due to uninhibited muscle contraction.

2-Aminoacetic acid is a colorless, sweet-tasting crystalline solid. 
2-Aminoacetic acid is the only achiral proteinogenic amino acid. 

2-Aminoacetic acid can fit into hydrophilic or hydrophobic environments, due to its minimal side chain of only one hydrogen atom. 
The acyl radical is glycyl.

2-Aminoacetic acids acid–base properties are most important. 
In aqueous solution, 2-Aminoacetic acid is amphoteric: below pH = 2.4, it converts to the ammonium cation called glycinium. 

Above about 9.6, 2-Aminoacetic acid converts to glycinate.
2-Aminoacetic acid functions as a bidentate ligand for many metal ions, forming amino acid complexesss. 

A typical complex is Cu(glycinate)2, i.e. Cu(H2NCH2CO2)2, which exists both in cis and trans isomers.
With acid chlorides, 2-Aminoacetic acid converts to the amidocarboxylic acid, such as hippuric acid and acetyl2-Aminoacetic acid.

2-Aminoacetic acid forms esters with alcohols. 
They are often isolated as their hydrochloride]], e.g., 2-Aminoacetic acid methyl ester hydrochloride. 

Otherwise the free ester tends to convert to diketopiperazine.
As a bifunctional molecule, 2-Aminoacetic acid reacts with many reagents. 

These can be classified into N-centered and carboxylate-center reactions.
The principal function of 2-Aminoacetic acid is it act as a precursor to proteins. 

Most proteins incorporate only small quantities of 2-Aminoacetic acid, a notable exception being collagen, which contains about 35% 2-Aminoacetic acid due to its periodically repeated role in the formation of collagen's helix structure in conjunction with hydroxyproline.
In the genetic code, 2-Aminoacetic acid is coded by all codons starting with GG, namely GGU, GGC, GGA and GGG.

In the US, 2-Aminoacetic acid is typically sold in two grades: United States Pharmacopeia (“USP”), and technical grade. 
USP grade sales account for approximately 80 to 85 percent of the U.S. market for 2-Aminoacetic acid. 

If purity greater than the USP standard is needed, for example for intravenous injections, a more expensive pharmaceutical grade 2-Aminoacetic acid can be used. 
Technical grade 2-Aminoacetic acid, which may or may not meet USP grade standards, is sold at a lower price for use in industrial applications, e.g., as an agent in metal complexing and finishing.

2-Aminoacetic acid is an intermediate in the synthesis of a variety of chemical products. 
2-Aminoacetic acid is used in the manufacture of the herbicides glyphosate, iprodione, glyphosine, imiprothrin, and eglinazine.

2-Aminoacetic acid is used as an intermediate of the medicine such as thiamphenicol.
2-Aminoacetic acid is an inhibitory neurotransmitter in the central nervous system and works as an allosteric regulator of NMDA (N-methyl-D-aspartate) receptors. 

2-Aminoacetic acid is involved in processing of motor and sensory data, thereby regulating movement, vision and audition.
Inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.

2-Aminoacetic acid is a non-essential, non-polar, non-optical, glucogenic amino acid. 2-Aminoacetic acid, an inhibitory neurotransmitter in the CNS, triggers chloride ion influx via ionotropic receptors, thereby creating an inhibitory post-synaptic potential. 
In contrast, this agent also acts as a co-agonist, along with glutamate, facilitating an excitatory potential at the glutaminergic N-methyl-D-aspartic acid (NMDA) receptors. 

2-Aminoacetic acid is an important component and precursor for many macromolecules in the cells.
2-Aminoacetic acid is the simplest (and the only achiral) proteinogenic amino acid, with a hydrogen atom as its side chain. 

2-Aminoacetic acid has a role as a nutraceutical, a hepatoprotective agent, an EC 2.1.2.1 (2-Aminoacetic acid hydroxymethyltransferase) inhibitor, a NMDA receptor agonist, a micronutrient, a fundamental metabolite and a neurotransmitter. 
2-Aminoacetic acid is an alpha-amino acid, a serine family amino acid and a proteinogenic amino acid. 

2-Aminoacetic acid is a conjugate base of a glycinium.
2-Aminoacetic acid is a conjugate acid of a glycinate. 

2-Aminoacetic acid is a tautomer of a 2-Aminoacetic acid zwitterion.
2-Aminoacetic acid appears as white crystals.

2-Aminoacetic acid is an amino acid that your body uses to create proteins, which it needs for the growth and maintenance of tissue and for making important substances, such as hormones and enzymes.
2-Aminoacetic acid is an amino acid. The body can make 2-Aminoacetic acid on its own, but it is also consumed in the diet.

2-Aminoacetic acid, the simplest amino acid, obtainable by hydrolysis of proteins. 
Sweet-tasting, it was among the earliest amino acids to be isolated from gelatin (1820). Especially rich sources include gelatin and silk fibroin. 

2-Aminoacetic acid is one of several so-called nonessential amino acids for mammals; i.e., they can synthesize it from the amino acids serine and threonine and from other sources and do not require dietary sources. 
2-Aminoacetic acid is an amino acid, a building block for protein. 

2-Aminoacetic acid is not considered an “essential amino acid” because the body can make it from other chemicals. 
A typical diet contains about 2 grams of 2-Aminoacetic acid daily. 

The primary sources are protein-rich foods including meat, fish, dairy, and legumes.
2-Aminoacetic acid is used for treating schizophrenia, stroke, benign prostatic hyperplasia (BPH), and some rare inherited metabolic disorders. 

2-Aminoacetic acid is also used to protect kidneys from the harmful side effects of certain drugs used after organ transplantation as well as the liver from harmful effects of alcohol.
Other uses include cancer prevention and memory enhancement.

2-Aminoacetic acid is a non-chiral amino acid. 
2-Aminoacetic acid is a molecule with pI of 6.7, which is similar to the pH of stacking region in polyacrylamide gels. 

2-Aminoacetic acid has advantage of low mobility, hydrophobicity and it does not associate with proteins.
2-Aminoacetic acid is a non-essential amino acid that is produced naturally by the body. 

2-Aminoacetic acid is one of 20 amino acids in the human body that synthesize proteins, and it plays a key role in the creation of several other important compounds and proteins.
2-Aminoacetic acid can prevent muscles from breaking down by boosting the level of creatine in the body, which is a compound found in muscle cells and made by 2-Aminoacetic acid and two other amino acids.

2-Aminoacetic acid is the smallest possible of the 20 amino acids that are essential for human life. 
In a seeming contradiction, 2-Aminoacetic acid is called a “nonessential” amino acid because it can be synthesized by the body and therefore does not have to be included in the diet. 

2-Aminoacetic acid is the only achiral amino acid in that the carbon atom bearing the carboxylate and amino groups is not a stereogenic center.
2-Aminoacetic acid is an inhibitory neurotransmitter in the CNS and also acts as a co-agonist along with glutamate, facilitating an excitatory potential at the glutaminergic N-methyl-D-aspartic acid (NMDA) receptors.

2-Aminoacetic acid is an organic compound with the formula HO2CCH2NH2. 
2-Aminoacetic acid is an amino acid and is found often in small quantites in proteins. 

2-Aminoacetic acid can be found in myoglobin and hemoglobin.
2-Aminoacetic acid is an amino acid. 

2-Aminoacetic acid's not essential to make proteins and its 3 letter abbreviation is Gly. 
2-Aminoacetic acid's structure consists of a H, COOH, and NH2 bound to CH.

2-Aminoacetic acid is an organic compound with the formula HO2CCH2NH2. 
2-Aminoacetic acid is the simplest of the twenty amino acids. 

2-Aminoacetic acid is importanct in the synthesis of proteins, peptides, purines, etc.
2-Aminoacetic acid is the compound with the formula HO2CCH2NH2.

2-Aminoacetic acids three letter code is gly, its one letter code is G.
2-Aminoacetic acid is not essential to the human diet, since 2-Aminoacetic acid is synthesized in the body.

2-Aminoacetic acid is one of the 20 amino acids commonly found in animal proteins. 
2-Aminoacetic acid’s an inhibitory neurotransmitter in the central nervous system, especially in the spinal cord, brainstem, and retina

2-Aminoacetic acid is an organic compound most commonly found in animal proteins. 
2-Aminoacetic acids chemical formula is HO2CCH2NH2 and its molar mass is 75.07. 

In addition, 2-Aminoacetic acid is usually found in the industrial material called chloroacetic acid.
2-Aminoacetic acid is an organic compound most commonly found in animal proteins. 

2-Aminoacetic acids chemical formula is HO2CCH2NH2 and its molar mass is 75.07. 
In addition, 2-Aminoacetic acid is usually found in the industrial material called chloroacetic acid.

2-Aminoacetic acid, C2H5NO2, is an amino acid that appears in sugar cane.
2-Aminoacetic acid is sweet-tasting, and gotten from the alkaline hydrolysis of gelatin. 

2-Aminoacetic acid is used as a sweetener and medicine.
Glysine is an organic compound that can be obtained via hydrolysis of proteins. 

2-Aminoacetic acid is known to be a sweet tasting amino acid that can be synthesized by the human body.
2-Aminoacetic acid is a nonessential and the simplest kind of amino acid. 

2-Aminoacetic acid is found in protein and has a sweet taste. 
2-Aminoacetic acid is used to reduce the bitter aftertaste of saccharin.

2-Aminoacetic acid an organic compound that is usually found in animal proteins as one of the twenty amino acids. 
2-Aminoacetic acid is also used as a treatment of chloroacetic acid with ammonia.

2-Aminoacetic acid is an organic compound with the chemical formula HO2CCH2NH2. 
In addition, 2-Aminoacetic acid is the only amino acid that is not optically active.

Most proteins contain only small quantities of 2-Aminoacetic acid.
2-Aminoacetic acid is the organic compound with the formula HO2CCH2NH2. 

2-Aminoacetic acid is one of the 20 amino acids commonly found in animal proteins. 
2-Aminoacetic acids three letter code is gly, and its one letter code is G.

2-Aminoacetic acid is of the simplest structure in the 20 members of amino acid series, also known as amino acetate. 
2-Aminoacetic acid is a non-essential amino acid for the human body and contains both acidic and basic functional group inside its molecule. 

2-Aminoacetic acid exhibits as a strong electrolyte an aqueous solution, and has a large solubility in strong polar solvents but almost insoluble in non-polar solvents. 
Moreover, 2-Aminoacetic acid also has a relative high melting point and boiling point. 

The adjustment of the pH of the aqueous solution can make 2-Aminoacetic acid exhibit different molecular forms. 
The side chain of 2-Aminoacetic acid contains only a hydrogen atom. 

Owing to another hydrogen atom connecting to the α-carbon atom, the 2-Aminoacetic acid is not optical isomer. 
Since the side bond of 2-Aminoacetic acid is very small, 2-Aminoacetic acid can occupy space which can’t be occupied by other amino acids, such as those amino acids located within the collagen helix. 

At room temperature, 2-Aminoacetic acid exhibits as white crystal or light yellow crystalline powder and has a unique sweet taste which can ease the taste of acid and alkaline taste, masking the bitter taste of saccharin in food and enhance the sweetness. 
However, if an excessive amount of 2-Aminoacetic acid is absorbed by body, they not only can’t be totally absorbed by the body, but will also break the balance of the body's absorption of amino acids as well as affect the absorption of other kinds of amino acids, leading to nutrient imbalances and negatively affected health. 

The milk drink with 2-Aminoacetic acid being the major raw material can easily does harm to the normal growth and development of young people and children. 
2-Aminoacetic acid has a density of 1.1607, melting point of 232~236 °C (decomposition). 

2-Aminoacetic acid is soluble in water but insoluble in alcohol and ether. 
2-Aminoacetic acid is capable of acting together with hydrochloric acid to form hydrochloride salt. 

2-Aminoacetic acid is presented in the muscles of animals. 
2-Aminoacetic acid is an amino acid used as a texturizer in cosmetic formulations. 

2-Aminoacetic acid makes up approximately 30 percent of the collagen molecule.
2-Aminoacetic acid is a nonessential amino acid that functions as a nutrient and dietary supplement. 

2-Aminoacetic acid has a solubility of 1 g in 4 ml of water and is abundant in collagen. 
2-Aminoacetic acid is used to mask the bitter aftertaste of sac- charin, for example, in artificially sweetened soft drinks. 
2-Aminoacetic acid retards rancidity in fat.

 


USES:


-Used for the pharmaceutical industry, organic synthesis and biochemical analysis.

-Used as a buffer for the preparation of tissue culture media and the testing of copper, gold and silver. 

-In medicine, 2-Aminoacetic acid is used for the treatment of myasthenia gravis and progressive muscular atrophy, hyperacidity, chronic enteritis, and children hyperprolinemia diseases.

-Used for the treatment of myasthenia gravis and progressive muscular atrophy; treatment of excess stomach acid ester disease, chronic enteritis (often in combination antacid); using in combination with aspirin can reduce the irritation of the stomach; treatment of children hyperprolinemia; as the nitrogen source for generating non-essential amino acid and can be added to a mixed amino acid injection.

-2-Aminoacetic acid is primarily used as a nutritional additive in chicken feed.

-Used as a kind of nutritional supplement which is mainly used for flavoring.

-Flavoring agent: Used for alcoholic beverage in combination with alanine; the addition amount: grape wine: 0.4%, whiskey: 0.2%, champagne: 1.0%. Others such as powder soup: 2%; lees marinated foods: 1%. 

-Because 2-Aminoacetic acid is tasted like shrimp and cuttlefish, and thus can be used in sauces.

-2-Aminoacetic acid has some certain inhibitory effects on the Bacillus subtilis and E. coli and thus can be used as the preservatives of surimi products and peanut butter with the added amount being 1% to 2%.

-Buffering effect: Because 2-Aminoacetic acid is amphiprotic ions containing both amino and carboxyl groups, it has a strong buffering property on the taste feeling of salt and vinegar. 

-The added amount is: salted products: 0.3% to 0.7%, acid stain product: 0.05% to 0.5%. 

-Antioxidant effect (with its metal chelation): being added to butter, cheese, and margarine extend the storage duration by 3 to 4 times. 

-To make the lard oil in baked food be stable, we can add 2.5% glucose and 0.5% 2-Aminoacetic acid. 

-Adding 0.1% to 0.5% 2-Aminoacetic acid to the wheat flour for making convenient noodles can play a role of flavoring. 

-In pharmacy, 2-Aminoacetic acid is used as antacids (hyperacidity), therapeutic agent for muscle nutritional disorder as well as antidotes. 

-Moreover, 2-Aminoacetic acid can also be used as the raw material for synthesizing amino acids like threonine.

-2-Aminoacetic acid can be used as a spice according to the provisions of GB 2760-96.

-2-Aminoacetic acid is also known as aminoacetic acid. 

-In the field of pesticide production, 2-Aminoacetic acid is used for synthesizing the 2-Aminoacetic acid ethyl ester hydrochloride which is the intermediate for the synthesis of pyrethroid insecticides. 

-Moreover, 2-Aminoacetic acid can also be used for synthesizing fungicides iprodione and solid glyphosate herbicide; in addition it is also used in various kinds of other industries such as fertilizer, medicine, food additives, and spices.

-Used as a solvent to remove carbon dioxide in the fertilizer industry. 

-In the pharmaceutical industry, 2-Aminoacetic acid can be used as amino acid preparations, the buffer of chlortetracycline buffer and as the raw material for synthesizing the anti-Parkinson's disease drugs L-dopa. 

-Moreover, 2-Aminoacetic acid is also the intermediate for producing ethyl imidazole. 

-2-Aminoacetic acid is also an adjunct therapy medicine for treating neural hyperacidity and effectively suppressing excess amount of gastric ulcer acid. 

-In the food industry, 2-Aminoacetic acid is used for the synthesis of alcohol, brewing products, meat processing and cold drinks formula. 

-As a food additive, 2-Aminoacetic acid can be used alone as a condiment and also used in combination with sodium glutamate, DL-alanine acid, and citric acid. 

-In other industries, 2-Aminoacetic acid can be used as a pH adjusting agent, being added to the plating solution, or used as the raw material for making other amino acids. 

-2-Aminoacetic acid can further be used as biochemical reagents and solvent in organic synthesis and biochemistry.

-Used as the intermediates of pharmaceutical and pesticide, decarbonation solvents of fertilizers, plating fluid, etc.

-Used as a solvent for removing carbon dioxide in the fertilizer industry. 

-In pharmaceutical industry, 2-Aminoacetic acid is used as the buffer of chlortetracycline, amino antacids, and used for the preparation of L-dopa. 

-In food industry, 2-Aminoacetic acid can be used as flavoring agents, agent for removing saccharine bitter taste, for brewing, meat processing, and preparation of soft drinks. 

-In addition, 2-Aminoacetic acid can also be used as a pH adjusting agent and used in the preparation of the plating solution.

-Used as biochemical reagents for the pharmaceutical, food and feed additives; 2-Aminoacetic acid can also be used as a non-toxic decarbonization agent in the field of fertilizer industry.

 

 

APPLICATIONS:

2-Aminoacetic acid has been added in the transfer buffer during western blotting procedure.
2-Aminoacetic acid has been used in the solution prepared for dissolving formazan crystals in the MTT (3-[4,5-dimethylthiazol-2-yl]-2,5 diphenyltetrazolium bromide) cytotoxicity assay.
2-Aminoacetic acid has been used for terminating the rat basophilic leukemia (RBL) assay.

 


PROPERTIES:


-Quality Level: 200

-product line: ReagentPlus

-assay: ≥99% (HPLC)

-form: powder

-technique(s): western blot: suitable

-impurities: ≤0.01% Ammonia

-loss: ≤0.2% loss on drying

-color: white to off-white

-pKa (25 °C): (1) 2.35, (2) 9.60, 2.35

-mp: 240 °C (dec.) (lit.)

 


PRODUCTION:

Although 2-Aminoacetic acid can be isolated from hydrolyzed protein, this is not used for industrial production, as 2-Aminoacetic acid can be manufactured more conveniently by chemical synthesis.
The two main processes are amination of chloroacetic acid with ammonia, giving 2-Aminoacetic acid and ammonium chloride, and the Strecker amino acid synthesis, which is the main synthetic method in the United States and Japan.

About 15 thousand tonnes are produced annually in this way.
2-Aminoacetic acid is also cogenerated as an impurity in the synthesis of EDTA, arising from reactions of the ammonia coproduct.

 


TECHNICAL INFORMATIONS:


-Appearance: Crystalline powder

-Physical State: Solid

-Solubility: Soluble in water (0.15 mg/ml), DMSO, and chloroform.

-Storage: Store at 4° C

-Melting Point: 117-121° C

-Boiling Point: 291.6° C

-Density: 1.53 g/cm3

-Refractive Index: n20D 1.39 (Predicted)

 


CHEMICAL PROPERTIES:

A white, odorless, crystalline powder having a sweetish taste. 
2-Aminoacetic acids solution is acid to litmus.

One g dissolves in about 4 mL of water. 
2-Aminoacetic acid is very slightly soluble in alcohol and in ether. 
2-Aminoacetic acid may be prepared from chloroacetic acid and ammonia; from protein sources, such as gelatin and silk fibroin; from ammonium bicarbonate and sodium cyanide; by catalytic cleavage of serine; from hydrobromic acid and methyleneaminoacetonitrile.

 


STORAGE:

2-Aminoacetic acid starts to decompose at 233°C. Store in well-closed containers. 
2-Aminoacetic acid irrigation solutions (95–105% 2-Aminoacetic acid) should be stored in single dose containers, preferably type I or type II glass.

 


SYNONYM:

SCHEMBL907052
acetic acid; 2-aminoacetic acid
2-azanylethanoic acid; ethanoic acid
A807489
56-40-6
aminoacetic acid
Glycocoll
Aminoethanoic acid
Glycolixir
Glycosthene
Padil
H-Gly-OH
Aciport
Glicoamin
L-2-Aminoacetic acid
Hampshire 2-Aminoacetic acid
Amitone
Leimzucker
Acetic acid, amino-
Aminoazijnzuur
2-Aminoacetic acid, non-medical
Sucre de gelatine
Gyn-hydralin
GLY (IUPAC abbrev)
Glycinum
Corilin
Glycinum 
Glicina 
2-Aminoacetic acid 
Glyzin
FEMA No. 3287
gly
Acide aminoacetique 
Acido aminoacetico 
Acidum aminoaceticum 
CCRIS 5915
HSDB 495
glycyl radical

 

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